CHEBI:67586 - fruticoside C

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ChEBI Name fruticoside C
ChEBI ID CHEBI:67586
Definition A steroid saponin that is ergosta-7,24(28)-diene substituted by a hydroxy group at position 2, a methyl group at position 4, a carboxy group at position 21 and a α-L-quinovopyranosyloxy group at position 3 (the 2α,3β,4α,5α stereoisomer). It has been isolated from the roots of Breynia fruticosa.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C35H56O8
Net Charge 0
Average Mass 604.81430
Monoisotopic Mass 604.39752
InChI InChI=1S/C35H56O8/c1-17(2)18(3)8-9-22(32(40)41)25-13-12-24-21-10-11-23-19(4)31(43-33-30(39)29(38)28(37)20(5)42-33)27(36)16-35(23,7)26(21)14-15-34(24,25)6/h10,17,19-20,22-31,33,36-39H,3,8-9,11-16H2,1-2,4-7H3,(H,40,41)/t19-,20-,22+,23-,24-,25+,26-,27+,28-,29+,30-,31+,33-,34-,35-/m0/s1
InChIKey BFCFMIFGAHEHCB-YOIAMOGFSA-N
SMILES CC(C)C(=C)CC[C@H]([C@H]1CC[C@H]2C3=CC[C@H]4[C@H](C)[C@@H](O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@@H]5O)[C@H](O)C[C@]4(C)[C@H]3CC[C@]12C)C(O)=O
Metabolite of Species Details
Breynia fruticosa (NCBI:txid296042) Found in root (BTO:0001188). 90% Methanolic extract of air-dried, crushed roots. See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via saponin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fruticoside C (CHEBI:67586) has role plant metabolite (CHEBI:76924)
fruticoside C (CHEBI:67586) is a deoxyglucose derivative (CHEBI:63344)
fruticoside C (CHEBI:67586) is a monocarboxylic acid (CHEBI:25384)
fruticoside C (CHEBI:67586) is a monosaccharide derivative (CHEBI:63367)
fruticoside C (CHEBI:67586) is a steroid acid (CHEBI:47891)
fruticoside C (CHEBI:67586) is a steroid saponin (CHEBI:61655)
IUPAC Name
(2α,3β,4α,5α)-3-[(6-deoxy-α-L-glucopyranosyl)oxy]-2-hydroxy-4-methylergosta-7,24(28)-dien-21-oic acid
Synonym Source
4α-methyl-2α-hydroxy-5α-ergost-7,24(28)-dien-21-oic acid-3β-O-α-L-quinovopyranoside ChEBI
Registry Number Type Source
21553373 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21428418 PubMed citation Europe PMC
Last Modified
09 January 2014